Title: Problems sending using Gmail Last modified: August 31, 2016 --- # Problems sending using Gmail * [mouschi](https://wordpress.org/support/users/mouschi/) * (@mouschi) * [10 years, 4 months ago](https://wordpress.org/support/topic/problems-sending-using-gmail/) * For some reason, this isn’t sending email for me. I have confirmed that I do in fact have the proper user/pass setup, but it still gives me this debug info: * 2016-01-20 16:07:27 SERVER -> CLIENT: 220 smtp.gmail.com ESMTP u2sm18157332oej. 4 – gsmtp 2016-01-20 16:07:27 CLIENT -> SERVER: EHLO (this is where my domain was) 2016-01-20 16:07:27 SERVER -> CLIENT: 250-smtp.gmail.com at your service,[ 72.32.47.177] 250-SIZE 35882577 250-8BITMIME 250-STARTTLS 250-ENHANCEDSTATUSCODES 250-PIPELINING 250-CHUNKING 250 SMTPUTF8 2016-01-20 16:07:27 CLIENT -> SERVER: STARTTLS 2016-01-20 16:07:27 SERVER -> CLIENT: 220 2.0.0 Ready to start TLS 2016- 01-20 16:07:27 CLIENT -> SERVER: EHLO (this is where my domain was) 2016-01-20 16:07:27 SERVER -> CLIENT: 250-smtp.gmail.com at your service, [72.32.47.177] 250-SIZE 35882577 250-8BITMIME 250-AUTH LOGIN PLAIN XOAUTH2 PLAIN-CLIENTTOKEN OAUTHBEARER XOAUTH 250-ENHANCEDSTATUSCODES 250-PIPELINING 250-CHUNKING 250 SMTPUTF8 2016-01-20 16:07:27 CLIENT -> SERVER: AUTH LOGIN 2016-01-20 16:07:27 SERVER - > CLIENT: 334 VXNlcm5hbWU6 2016-01-20 16:07:27 CLIENT -> SERVER: bm9yZXBseS5jcnVnQGdtYWlsLmNvbQ == 2016-01-20 16:07:27 SERVER -> CLIENT: 334 UGFzc3dvcmQ6 2016-01-20 16:07:27 CLIENT -> SERVER: QzRKR2gjOGZAS0o= 2016-01-20 16:07:27 SERVER -> CLIENT: 534- 5.7.14 Please log in via your web browser and 534-5.7.14 then try again. 534- 5.7.14 Learn more at 534 5.7.14 [https://support.google.com/mail/answer/78754](https://support.google.com/mail/answer/78754) u2sm18157332oej.4 – gsmtp 2016-01-20 16:07:27 SMTP ERROR: Password command failed: 534-5.7.14 Please log in via your web browser and 534-5.7.14 then try again. 534-5.7.14 Learn more at 534 5.7.14 [https://support.google.com/mail/answer/78754](https://support.google.com/mail/answer/78754) u2sm18157332oej.4 – gsmtp 2016-01-20 16:07:27 SMTP Error: Could not authenticate. 2016-01-20 16:07:27 CLIENT -> SERVER: QUIT 2016-01-20 16:07:27 SERVER -> CLIENT: 221 2.0.0 closing connection u2sm18157332oej.4 – gsmtp 2016-01-20 16:07:27 SMTP connect() failed. [https://github.com/PHPMailer/PHPMailer/wiki/Troubleshooting](https://github.com/PHPMailer/PHPMailer/wiki/Troubleshooting) * [https://wordpress.org/plugins/sendpress/](https://wordpress.org/plugins/sendpress/) Viewing 7 replies - 1 through 7 (of 7 total) * Plugin Author [Josh Lyford](https://wordpress.org/support/users/joshl/) * (@joshl) * [10 years, 4 months ago](https://wordpress.org/support/topic/problems-sending-using-gmail/#post-6966629) * With Gmail you have to also make sure the from email is set to your gmail address on the settings page. If you still have trouble you can use Postman SMTP to setup gmail sending via their api instead of smtp. [https://wordpress.org/plugins/postman-smtp/](https://wordpress.org/plugins/postman-smtp/) * Then you just set SendPress to send via your website. * Best, Josh * Thread Starter [mouschi](https://wordpress.org/support/users/mouschi/) * (@mouschi) * [10 years, 4 months ago](https://wordpress.org/support/topic/problems-sending-using-gmail/#post-6966641) * I set the gmail in the from as well and it wouldn’t work still. It shows me as the following: is there a way to get it to work without having to install anything else? I would rather not because there is a lot of custom code in it and don’t want to mess anything up: * SMTP connect() failed. [https://github.com/PHPMailer/PHPMailer/wiki/Troubleshooting](https://github.com/PHPMailer/PHPMailer/wiki/Troubleshooting) * 2016-01-21 03:09:39 SERVER -> CLIENT: 220 smtp.gmail.com ESMTP e65sm10797609oif. 15 – gsmtp 2016-01-21 03:09:39 CLIENT -> SERVER: EHLO (my domain) 2016-01-21 03:09:39 SERVER -> CLIENT: 250-smtp.gmail.com at your service, [72.32.47.178] 250-SIZE 35882577 250-8BITMIME 250-STARTTLS 250-ENHANCEDSTATUSCODES 250-PIPELINING 250-CHUNKING 250 SMTPUTF8 2016-01-21 03:09:39 CLIENT -> SERVER: STARTTLS 2016- 01-21 03:09:39 SERVER -> CLIENT: 220 2.0.0 Ready to start TLS 2016-01-21 03:09: 39 CLIENT -> SERVER: EHLO (my domain) 2016-01-21 03:09:39 SERVER -> CLIENT: 250- smtp.gmail.com at your service, [72.32.47.178] 250-SIZE 35882577 250-8BITMIME 250-AUTH LOGIN PLAIN XOAUTH2 PLAIN-CLIENTTOKEN OAUTHBEARER XOAUTH 250-ENHANCEDSTATUSCODES 250-PIPELINING 250-CHUNKING 250 SMTPUTF8 2016-01-21 03:09:39 CLIENT -> SERVER: AUTH LOGIN 2016-01-21 03:09:39 SERVER -> CLIENT: 334 VXNlcm5hbWU6 2016-01-21 03:09:39 CLIENT -> SERVER: bm9yZXBseS5jcnVnQGdtYWlsLmNvbQ== 2016-01-21 03:09: 39 SERVER -> CLIENT: 334 UGFzc3dvcmQ6 2016-01-21 03:09:39 CLIENT -> SERVER: QzRKR2gjOGZAS0o = 2016-01-21 03:09:40 SERVER -> CLIENT: 534-5.7.14 Please log in via your web browser and 534-5.7.14 then try again. 534-5.7.14 Learn more at 534 5.7.14 [https://support.google.com/mail/answer/78754](https://support.google.com/mail/answer/78754) e65sm10797609oif.15 – gsmtp 2016-01-21 03:09:40 SMTP ERROR: Password command failed: 534-5.7.14 Please log in via your web browser and 534-5.7.14 then try again. 534-5.7.14 Learn more at 534 5.7.14 [https://support.google.com/mail/answer/78754](https://support.google.com/mail/answer/78754) e65sm10797609oif.15 – gsmtp 2016-01-21 03:09:40 SMTP Error: Could not authenticate. 2016-01-21 03:09:40 CLIENT -> SERVER: QUIT 2016-01-21 03:09:40 SERVER -> CLIENT: 221 2.0.0 closing connection e65sm10797609oif.15 – gsmtp 2016-01-21 03:09:40 SMTP connect() failed. [https://github.com/PHPMailer/PHPMailer/wiki/Troubleshooting](https://github.com/PHPMailer/PHPMailer/wiki/Troubleshooting) * Thread Starter [mouschi](https://wordpress.org/support/users/mouschi/) * (@mouschi) * [10 years, 4 months ago](https://wordpress.org/support/topic/problems-sending-using-gmail/#post-6966684) * As a follow-up, the mail functionality is working throughout the site – only sendpress is showing an smtp error even though we aren’t using smtp in this. We really need this to be able to work today so any help greatly appreciated, thank you. * Plugin Author [Josh Lyford](https://wordpress.org/support/users/joshl/) * (@joshl) * [10 years, 4 months ago](https://wordpress.org/support/topic/problems-sending-using-gmail/#post-6966694) * HI mouschi, * This is a issue with smtp and gmail. I can recreate it on our test server as well. We are looking into getting it fixed. How many emails do you have to send out? * Josh * Thread Starter [mouschi](https://wordpress.org/support/users/mouschi/) * (@mouschi) * [10 years, 4 months ago](https://wordpress.org/support/topic/problems-sending-using-gmail/#post-6966695) * Hi Josh, We need to send out at least 500 emails. I’ll be waiting with my fingers crossed until I hear back, thanks. Any eta or workaround even, so it can be sent out today? * Plugin Author [Josh Lyford](https://wordpress.org/support/users/joshl/) * (@joshl) * [10 years, 4 months ago](https://wordpress.org/support/topic/problems-sending-using-gmail/#post-6966727) * hi mouschi, * Could you send an email to [help@sendpress.com](https://wordpress.org/support/topic/problems-sending-using-gmail/help@sendpress.com?output_format=md). I will set you up with a test account for WP Email Delivery so you can get your 500 emails out tonight. If you can send an email to us soon. * Best, Josh * Thread Starter [mouschi](https://wordpress.org/support/users/mouschi/) * (@mouschi) * [10 years, 4 months ago](https://wordpress.org/support/topic/problems-sending-using-gmail/#post-6966729) * email sent, thanks Josh! Viewing 7 replies - 1 through 7 (of 7 total) The topic ‘Problems sending using Gmail’ is closed to new replies. * ![](https://ps.w.org/sendpress/assets/icon.svg?rev=979185) * [SendPress Newsletters](https://wordpress.org/plugins/sendpress/) * [Frequently Asked Questions](https://wordpress.org/plugins/sendpress/#faq) * [Support Threads](https://wordpress.org/support/plugin/sendpress/) * [Active Topics](https://wordpress.org/support/plugin/sendpress/active/) * [Unresolved Topics](https://wordpress.org/support/plugin/sendpress/unresolved/) * [Reviews](https://wordpress.org/support/plugin/sendpress/reviews/) * 7 replies * 2 participants * Last reply from: [mouschi](https://wordpress.org/support/users/mouschi/) * Last activity: [10 years, 4 months ago](https://wordpress.org/support/topic/problems-sending-using-gmail/#post-6966729) * Status: not resolved